Hydrochloric Acid → 6,5'-Dimethylangelicin

HRID 1646422노트

반응식

HRID 1646422 반응식
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH2:16][CH:17](Br)[CH2:18]Br)[C:11]=1[O:12]C(=O)C)[O:8][C:7](=[O:21])[CH:6]=[CH:5]2.[OH-].[K+].O1C2C(=CC=CC=2)C=CC1=O.[OH-].[K+].Cl>O>[CH3:18][C:17]1[O:12][C:11]2[C:10](=[C:9]3[O:8][C:7](=[O:21])[CH:6]=[CH:5][C:4]3=[CH:3][C:2]=2[CH3:1])[CH:16]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13298924HCID 13298924, 화합물HCID 131716810HCID 131716810, 화합물

생성물 1

HCID 1461586,5'-Dimethylangelicin

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an ethanolic solution (100 ml) of 6-methyl-7-a-cetoxy-8-(2',3'-dibromopropyl) coumarin (XIII) (1.5 g) a volume of ethanolic 4% KOH solution was added, equivalent to a molar ratio coumarin/KOH 1:10. The mixture was refluxed for 80 min. in the dark, chilled, diluted with H2O (200 ml) and acidified with dil. HCl. The precipitate thus obtained was filtered, washed with H2O, dried and chromatographed on a silica gel column by eluting with CHCl3, yielding the 6,5'-dimethylangelicin (XVI), crystallized from MeOH (0.52 g; m.p. 175°-6° C.). ##STR21##

후처리

  1. temperatureThe mixture was refluxed for 80 min. in the dark,
  2. temperaturechilled
  3. customThe precipitate thus obtained
  4. filtrationwas filtered
  5. washwashed with H2O
  6. customdried
  7. customchromatographed on a silica gel column
  8. washby eluting with CHCl3

출처 및 근거

ORD 기록
ord-88bed585bf4f45b5aef937feaecfc9fb
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05179217

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